Nitrogen analogues of haematoporphyrin and haematoporphyrin derivative.
AffiliationDepartment of Chemistry and Chemical Engineering, University of Paisley, Renfrewshire, Scotland, UK.
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AbstractThe preparation of a number of amines related to haematoporphyrin (HP) and haematoporphyrin derivative (HPD) have been studied and their composition and structure discussed through examination of their 1H, 13C NMR and mass spectral data and other physical properties. In vitro biological studies have been carried out and have shown these amines to have a similar photodynamic efficiency to that of HPD. One of these showed cytotoxic properties at exceptionally low light energy levels.
CitationNitrogen analogues of haematoporphyrin and haematoporphyrin derivative. 1992, 67 (2-3):175-85 Cancer Lett.
- Photosensitization with derivatives of haematoporphyrin.
- Authors: Kessel D
- Issue date: 1986 Jun
- [Spectral properties of new photosensitizers for photodynamic diagnosis and therapy].
- Authors: Li BH, Xie SS, Lu ZK
- Issue date: 2002 Dec
- Studies on the photodynamic effect of haematoporphyrin derivative.
- Authors: Karaivanova M, Karanov S, Shopova M, Kaisheva E, Peeva M, Getov H, Prokopanov H
- Issue date: 1990 Jul
- Spectroscopic studies of photobleaching and photoproduct formation of porphyrins used in tumour therapy.
- Authors: Rotomskis R, Bagdonas S, Streckyte G
- Issue date: 1996 Mar
- Interdependence of drug dose, incubation time & light dose on hematoporphyrin derivative induced photoinactivation of brain tumour cells.
- Authors: Gangola P, Joshi NB
- Issue date: 1990 Dec
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Aggregation effects on the photophysical properties of porphyrins in relation to mechanisms involved in photodynamic therapy.Redmond, R; Land, Edward J; Truscott, T G; Paterson Laboratories, The Christie Hospital and Holt Radium Institute, Manchester, M20 9BX, UK. (1985)
Mechanisms behind the resistance of spheroids to photodynamic treatment: a flow cytometry study.West, Catharine M L; Moore, James V; Department of Experimental Radiation Oncology, Paterson Institute for Cancer Research, Christie Hospital, Manchester, U.K. (1992-03)The influence of cell heterogeneity on response to photodynamic treatment (PDT) has been investigated using the human colon adenocarcinoma line WiDr, grown as spheroids and exposed to hematoporphyrin derivative. The spheroids show a marked spheroid size-dependent resistance to PDT. Using a flow cytometer, cell sub-populations have been separated, on the basis of drug fluorescence, from single cell suspensions prepared from 500 microm diameter spheroids. Cells low in fluorescence have been shown to be resistant to PDT, have a smaller median cell volume, and be enhanced in G1-type cells. These cells also show reduced low density lipoprotein uptake. The results suggest that spheroid size-dependent resistance to PDT is related to a decreasing growth fraction with increasing spheroid size. Heterogeneity of drug uptake could be a potential limitation to clinical PDT.
On the nature of the active component of haematoporphyrin 'derivative'.Land, Edward J; Redmond, R; Truscott, T G; Paterson Laboratories, Christie Hospital, Manchester M20 9BX UK (1986-08)The active component of the photochemotherapeutic drug 'haematoporphyrin derivative' was studied by laser flash photolysis. The triplet extinction coefficient of this species was determined using a method in which the calculated value is dependent on the assumed molecular weight. This value was then incorporated in the evaluation of the quantum yield of triplet by a comparative technique. Since the maximum possible value of this yield is unity, it is shown that the molecular weight of the active component is greater than or equal to 3000, so that, on average, the drug molecule must contain at least 5 porphyrin units.